4.5
(680)
6,381
hikers
124
hikes
Dog friendly hiking trails around Upton St. Leonards are situated within the Cotswold Hills, an area defined by rolling hills, limestone grasslands, and ancient woodlands. The landscape features prominent hills such as Painswick Beacon and Haresfield Beacon, which offer expansive views over the Severn Estuary and the city of Gloucester. Ancient woodlands like Buckholt Wood and Standish Wood are integral to many routes, providing varied terrain for hikers.
Last updated: May 4, 2026
4.3
(6)
42
hikers
3.71km
01:00
50m
50m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.
10
hikers
4.90km
01:22
90m
90m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

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4.0
(1)
11
hikers
10.4km
03:09
350m
340m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
5.0
(2)
9
hikers
13.8km
04:03
390m
390m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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Great views from the top of the hill, nice place to run to and enjoy the views from the top!
1
0
Great curve downhill in beech woodland
0
0
Beautiful mixed woodland and nature reserve networked with great trails.
0
0
There are 5 dog-friendly hiking trails listed in this guide for the Upton St. Leonards area. These routes range from easy strolls to more moderate hikes, ensuring options for various fitness levels and dog energy levels.
The trails around Upton St. Leonards primarily feature rolling hills, ancient woodlands, and limestone grasslands, characteristic of the Cotswold Hills. You can expect a mix of well-maintained footpaths, bridleways, and tracks. Some routes, especially those traversing woodlands like Buckholt Wood, may be muddy after rain, so appropriate footwear for both you and your dog is recommended.
Yes, many dog-friendly trails offer stunning panoramic views. Notable viewpoints include Painswick Beacon and Haresfield Beacon, providing expansive vistas over the Severn Estuary and the city of Gloucester. You might also encounter ancient woodlands like Buckholt Lane, adding to the scenic beauty.
Yes, all the dog-friendly routes featured in this guide are circular, making them convenient for starting and ending at the same point. Popular options include the Painswick Beacon & Buckholt Wood loop and the Painswick Beacon β Buckholt Wood loop from Gloucestershire.
Absolutely. This guide includes two easy dog-friendly routes. The Painswick Beacon & Buckholt Wood loop is just over 3.7 km (2.3 miles) and offers impressive views without being too strenuous. Another easy option is the Painswick Beacon β Buckholt Wood loop from Gloucestershire, which is around 4.9 km (3 miles).
The komoot community highly rates the dog-friendly trails around Upton St. Leonards, with an average score of 4.5 stars from over 600 ratings. Reviewers often praise the stunning views from beacons like Painswick, the peaceful ancient woodlands, and the well-maintained paths that make for enjoyable walks with their canine companions.
Yes, sections of the long-distance Cotswold Way are accessible from the Upton St. Leonards area and can be enjoyed with your dog. For example, the The Cotswold Way β Painswick Beacon loop from Gloucestershire and the Painswick Beacon β The Cotswold Way loop from Gloucestershire incorporate parts of this famous trail, offering longer, moderate hikes with your furry friend.
While the area is very dog-friendly, remember that you'll be walking through agricultural land and nature reserves. Always keep your dog under control, especially near livestock. Be mindful of ground-nesting birds in open areas and ensure your dog doesn't disturb wildlife in woodlands. Always carry water for your dog, especially on longer routes or warmer days.
Beyond the natural beauty, you might encounter interesting features. For instance, the wider area includes Cooper's Hill, famous for its annual cheese-rolling event, and Nut Hill, which features a mysterious sunken pillbox. While not directly on all routes in this guide, these add to the rich character of the region.
The Cotswold Hills offer beautiful hiking opportunities year-round. Spring brings wildflowers to the grasslands and woodlands, while autumn showcases vibrant foliage. Summer is pleasant, but ensure you carry plenty of water for your dog. Winter walks can be crisp and clear, but paths may be muddy, so be prepared for varying conditions.


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